View 1014 Boylston Street Brookline, MA MLS# 73445544
$19,000,000
7

Beds

8.3

Baths

13,343

Sq.Ft.

1014 Boylston Street

Brookline, MA

Listed By: Tracy Campion Courtesy of CAMPION & COMPANY FINE HOMES REAL ESTATE
View 142 Crafts Road Brookline, MA MLS# 73453959
  • Virtual Tour
1 of 42
$7,895,000
8

Beds

6.1

Baths

9,400

Sq.Ft.

142 Crafts Road

Brookline, MA

Listed By: Paul Neavyn Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 394 Hammond St Newton, MA MLS# 73469901
$5,627,000
9

Beds

4.1

Baths

8,485

Sq.Ft.

394 Hammond St

Newton, MA

Listed By: Michael Harper Courtesy of COLDWELL BANKER REALTY - BOSTON
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Singletree Road Brookline, MA MLS# 73487323
  • Virtual Tour
1 of 36
$5,199,000
3

Beds

4.1

Baths

6,790

Sq.Ft.

9 Singletree Road

Brookline, MA

Listed By: Sharon Katz Courtesy of SKY REALTY, LLC
View 85 Gate House Road Newton, MA MLS# 73484332
$4,295,000
5

Beds

5.1

Baths

8,000

Sq.Ft.

85 Gate House Road

Newton, MA

Listed By: Chamberlain Group Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 540 Chestnut Hill Ave Brookline, MA MLS# 73504708
  • Recently Listed
1 of 18
$4,250,000
5

Beds

4.1

Baths

6,419

Sq.Ft.

540 Chestnut Hill Ave

Brookline, MA

Listed By: The Duffy Group Courtesy of COMPASS
View 331 Heath Street Brookline, MA MLS# 73481377
$4,000,000
3

Beds

3.1

Baths

3,790

Sq.Ft.

331 Heath Street

Brookline, MA

Listed By: Bobby Morgenstern Courtesy of GIBSON SOTHEBY'S INTERNATIONAL REALTY
View 55 Penniman Rd Brookline, MA MLS# 73486005
$3,995,000
4

Beds

3.2

Baths

4,320

Sq.Ft.

55 Penniman Rd

Brookline, MA

Listed By: Rachel Goldman Courtesy of MGS GROUP REAL ESTATE LTD
View 17 Glenland Brookline, MA MLS# 73503135
  • Recently Listed
1 of 22
$3,495,000
5

Beds

4.1

Baths

5,798

Sq.Ft.

17 Glenland

Brookline, MA

Listed By: Patrice Clunan Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 460 Heath Street Brookline, MA MLS# 73484859
$3,390,000
5

Beds

3.1

Baths

6,196

Sq.Ft.

460 Heath Street

Brookline, MA

Listed By: Samantha Stumpo Courtesy of SERHANT
View 98 Spooner Road Brookline, MA MLS# 73498866
  • Recently Listed
1 of 14
$3,200,000
4

Beds

4.1

Baths

3,628

Sq.Ft.

98 Spooner Road

Brookline, MA

Listed By: Eileen Strong O Boy Courtesy of HAMMOND RESIDENTIAL REAL ESTATE
View 8 White Ave Brookline, MA MLS# 73498778
  • Recently Listed
1 of 39
$2,795,000
9

Beds

3.3

Baths

4,464

Sq.Ft.

8 White Ave

Brookline, MA

Listed By: The Caceda Team Courtesy of COLDWELL BANKER REALTY - LYNNFIELD
View 520 Clinton Road Brookline, MA MLS# 73487901
  • Virtual Tour
1 of 23
$2,550,000
4

Beds

3.1

Baths

2,996

Sq.Ft.

520 Clinton Road

Brookline, MA

Listed By: Celine Sellam Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 160 Reservoir Rd Brookline, MA MLS# 73491579
$2,500,000
4

Beds

3.1

Baths

2,898

Sq.Ft.

160 Reservoir Rd

Brookline, MA

Listed By: AJ Arstamyan Courtesy of COLDWELL BANKER REALTY - BOSTON
View 401 Clinton Road Brookline, MA MLS# 73484516
  • Virtual Tour
1 of 29
$2,475,000
5

Beds

3.1

Baths

3,463

Sq.Ft.

401 Clinton Road

Brookline, MA

Listed By: Celine Sellam Courtesy of COLDWELL BANKER REALTY - BROOKLINE
View 3 Glenoe Rd Brookline, MA MLS# 73441855
$2,195,000
4

Beds

3.2

Baths

4,855

Sq.Ft.

3 Glenoe Rd

Brookline, MA

Listed By: Jason Gell Courtesy of RE/MAX ON THE CHARLES
View 0 Glenoe Rd Brookline, MA MLS# 73442008
$2,195,000
Studio

Beds

0.0

Baths

0 Glenoe Rd

Brookline, MA

Listed By: Jason Gell Courtesy of RE/MAX ON THE CHARLES
View 46 Acacia Ave Newton, MA MLS# 73484975
$2,150,000
4

Beds

2.1

Baths

2,737

Sq.Ft.

46 Acacia Ave

Newton, MA

Listed By: Karen Yu Courtesy of PHOENIX REAL ESTATE PARTNERS, LLC
View 1148 Boylston Brookline, MA MLS# 73499808
  • Recently Listed
1 of 19
$1,999,500
8

Beds

3.0

Baths

3,945

Sq.Ft.

1148 Boylston

Brookline, MA

Listed By: Todd Glaskin Courtesy of COLDWELL BANKER REALTY - NEWTON
View 764 Hammond St Brookline, MA MLS# 73482825
$1,975,000
4

Beds

2.2

Baths

3,000

Sq.Ft.

764 Hammond St

Brookline, MA

Listed By: Kevin Gingras Courtesy of CONWAY - WEST ROXBURY

About Chestnut Hill

Listings in Chestnut Hill, Newton, MA

25

Estimated median home price

$2,550,000
Chestnut Hill, Newton Real Estate

Search Chestnut Hill, Massachusetts Real Estate Listings & New Homes for Sale in Chestnut Hill, MA. Find Chestnut Hill Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Chestnut Hill, Newton, MA

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 0
$400K - 500K 0
$500K - 600K 0
$600K - 700K 0
$700K - 800K 1
$800K - 900K 2
$900K - 1M 0
$1M - Max 22

Homes for Sale by Type in Chestnut Hill, Newton, MA

Property Type Count
Single Family 18
Townhouse 0
Condo 4
Commercial 0
Rental 14
Lots and Land 1
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/22/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 4/23/2026.

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